Character: Kwame from Captain Planet

The de facto leader of the Planeteers pretty much looks like Radio Raheem from Do The Right Thing in a field vest... and it's awesome. Aside from his cool retro kicks, he also knows a thing or two about accessorizing. Check the necklaces, watch, and bracelets on both arms. They all combine to make him Captain Swag-It-Out. It's a look you see on rappers like Theophilus London today.